Process for the manufacture of condensation products of crotonaldehyde



Patented Aug. 30, 1927.

UNITED STATES.

'PATENT OFFICE.

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' matic amines without the addition of a con- .moved. The residue consists densing agent, the reaction taking place in 'a remarkably smooth and simple manner.

The omission of the condensing a ent offers the advantage of a simpler metho of working and also of course-obviates the removal from the reactiofi product of the acid condensing agent, which in some instances of application of the process often causes difliculty. The condensation itself may take tion mass is further stirredfor 3 hours at this temperature, after which the whole is allowed to remain over night and is finally heated in a vacuum to 125 C. until the easily volatile constituents are completely reresin.

Ewample 2.120 vparts by weight of aniline are dissolved in 250 volumes of alcohol. To this solution a solution of 110 parts by weight of crotonaldehyde in 250 volumes of alcohol is slowly added, so that the tem eraturey rises to 60-70 .G. T erea brittle aduall 4 after ailing 1s eflected'for from 2-3 hours,

the alcohol is distilled off and the residue is heatedin a vacuum to 135 C. The mate-.

rial thus remaining is brittle and can be easily pulverized.-

Example 3.--65 parts-by weight of aniline are dissolved in 150 volumes of benzene. To this 75 parts by wei ht of crotonaldehyde in 100 volumes of nzol are added,

care beingtaken that the temperature does not rise above from 30-35 G. The whole is now allowed to remain, for 30 hours and the benzene and other volatile constituents are evaporated in a vacuum at a temperature of benzene, acetone or other solvents may be employ ed.

Example 4.To 56 arts by weight of crotonaldehyde 69 parts by weight of o-toluidine are slowly added with constant stirring, so that the temperature remains constant at about 40-50 C. After several hours stirring at this temperature the whole is heated in a vacuum at 130 C. The residue is quite easily pulverized.

I claim 1. A method of making a condensation product of crotonaldehyde which comprises condensing crotonaldehyde with an aromatic amine in the absence of a condensing agent.

2. A method of making a condensation product of crotonaldehyde which comprises CONDENS ATION PRODUCTS 01' CBOTOINAIZDE- I HYDE.

condensing crotonaldehyde with an aromatic amine at a temperature below 70 C. and subsequently heating the resulting residue in'a vacuum to a temperature of about from t0 C.

3. A method of makin a condensation product of crotonaldehy e as defined in claim 1, characterized by the fact that the steps are carried out in the absence of a diluent.

.In testimony whereof I have hereunto set my hand.

WALTER more 

